Order Anytime, Free Shipping, Free Returns

“chukka and Boots” we found 137 items!

Choose a
  • Product Type
to sort results

We adjusted your search results to be more relevant. Not what you were looking for? Click here.

Frye - Phillip Lug Wingtip Chukka Frye Phillip Lug Wingtip Chukka $398.00 Frye - Phillip Lug Wingtip Chukka Frye Phillip Lug Wingtip Chukka $398.00 Frye - James Lug Chukka Frye James Lug Chukka $388.00 Rated: 5 stars! Frye - James Lug Chukka Frye James Lug Chukka $388.00 Rated: 5 stars!
Frye - James Lug Chukka Frye James Lug Chukka $388.00 Rated: 5 stars! Frye - Phillip Lug Wingtip Chukka Frye Phillip Lug Wingtip Chukka $378.00 Frye - Phillip Lug Wingtip Chukka Frye Phillip Lug Wingtip Chukka $378.00 Frye - James Lug Chukka Frye James Lug Chukka $358.00 Rated: 5 stars!
Frye - William Monk Chukka Frye William Monk Chukka $358.00 Frye - James Lug Chukka Frye James Lug Chukka $358.00 Rated: 5 stars! Frye - William Monk Chukka Frye William Monk Chukka $358.00 Frye - James Bal Chukka Leather Frye James Bal Chukka Leather $348.00
Frye - James Bal Chukka Leather Frye James Bal Chukka Leather $348.00 Danner - Mountain Light™ II Danner Mountain Light™ II $320.00 Rated: 4 stars! Danner - Forest Heights II Danner Forest Heights II $320.00 Rated: 3 stars! Danner - Forest Heights II Danner Forest Heights II $290.00 Rated: 3 stars!
Danner - Forest Heights II Danner Forest Heights II $290.00 Rated: 3 stars! Danner - Forest Heights Olmstead Danner Forest Heights Olmstead $285.00 Frye - Oliver Chukka Frye Oliver Chukka $278.00 Rated: 4 stars! Frye - Oliver Chukka Frye Oliver Chukka $278.00 Rated: 4 stars!
Frye - Oliver Chukka Frye Oliver Chukka $278.00 Rated: 4 stars! Frye - Porter Chukka Frye Porter Chukka $258.00 Rated: 4 stars! Frye - Porter Chukka Frye Porter Chukka $258.00 Rated: 4 stars! ECCO - Dublin Plain Toe Tie Boot GTX ECCO Dublin Plain Toe Tie Boot GTX $200.00 Rated: 5 stars!
Camper - Beetle Hi-36530 Camper Beetle Hi-36530 $195.00 Rated: 5 stars! Camper - Beetle Hi-36530 Camper Beetle Hi-36530 $195.00 Rated: 5 stars! Wolverine - Hensel Wolverine Hensel $195.00 NEW! Wolverine - Hensel Wolverine Hensel $195.00 NEW!
UGG - Brompton UGG Brompton $194.95 Irish Setter - Borderland Chukka Irish Setter Borderland Chukka $190.00 Rated: 5 stars! Camper - Beetle Hi-36530 Camper Beetle Hi-36530 $190.00 Rated: 5 stars! Timberland - Britton Hill Waterproof Chukka Timberland Britton Hill Waterproof Chukka $180.00 Rated: 5 stars!
Timberland - Britton Hill Waterproof Chukka Timberland Britton Hill Waterproof Chukka $180.00 Rated: 5 stars! Woolrich - Beebe Leather Woolrich Beebe Leather $180.00 Rated: 5 stars! Woolrich - Beebe Leather Woolrich Beebe Leather $180.00 Irish Setter - Borderland Chukka Irish Setter Borderland Chukka $179.99 Rated: 5 stars!
TOMS - Brogue Boot TOMS Brogue Boot $179.00 Rated: 3 stars! Harley-Davidson - Beau Harley-Davidson Beau $174.00 Timberland - West Haven Waterproof Chukka Timberland West Haven Waterproof Chukka $170.00 Rated: 5 stars! Timberland - West Haven Waterproof Chukka Timberland West Haven Waterproof Chukka $170.00 Rated: 5 stars!
Eastland 1955 Edition - Dylan 1955 Eastland 1955 Edition Dylan 1955 $170.00 Rated: 3 stars! Rockport - Dressports Luxe Waterproof Chukka Rockport Dressports Luxe Waterproof Chukka $169.95 Rated: 4 stars! Danner - Canoe Moc Danner Canoe Moc $160.00 Danner - Canoe Moc Danner Canoe Moc $160.00
Wolverine - Cort Waterproof Leather Chukka Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars! Wolverine - Cort Waterproof Leather Chukka Wolverine Cort Waterproof Leather Chukka $160.00 Rated: 5 stars! Merrell - Epiction Merrell Epiction $160.00 Rated: 5 stars! Merrell - Epiction Merrell Epiction $160.00 Rated: 5 stars!
Merrell - Epiction Merrell Epiction $160.00 Rated: 5 stars! Merrell - Veranda Lace Merrell Veranda Lace $160.00 Rated: 4 stars! Merrell - Veranda Lace Merrell Veranda Lace $160.00 Rated: 4 stars! Merrell - Veranda Lace Merrell Veranda Lace $160.00 Rated: 4 stars!
Timberland - West Haven Chukka Timberland West Haven Chukka $160.00 Rated: 5 stars! Timberland - West Haven Chukka Timberland West Haven Chukka $160.00 Rated: 5 stars! Dunham - Gavin Chukka Dunham Gavin Chukka $160.00 Dunham - Gavin Chukka Dunham Gavin Chukka $160.00
UGG - Leighton UGG Leighton $159.95 Rated: 4 stars! UGG - Leighton UGG Leighton $159.95 Rated: 4 stars! Dunham - REVseek Dunham REVseek $155.00 Rated: 4 stars! Bogs - Johnny Chukka Bogs Johnny Chukka $155.00 Rated: 4 stars!
Bogs - Johnny Chukka Bogs Johnny Chukka $155.00 Rated: 4 stars! Bogs - Johnny Chukka Bogs Johnny Chukka $155.00 Rated: 4 stars! Merrell - Realm Chukka Merrell Realm Chukka $150.00 Rated: 4 stars! Merrell - Realm Chukka Merrell Realm Chukka $150.00 Rated: 4 stars!
Dunham - REVdash Dunham REVdash $150.00 Rated: 4 stars! Dunham - REVdash Dunham REVdash $150.00 Rated: 4 stars! Dunham - REVdash Dunham REVdash $150.00 Rated: 4 stars! Rockport - Ledge Hill 2 Chukka Boot Rockport Ledge Hill 2 Chukka Boot $150.00 Rated: 4 stars!
Johnston & Murphy - Copeland Chukka Johnston & Murphy Copeland Chukka $150.00 Rated: 5 stars! Johnston & Murphy - Copeland Chukka Johnston & Murphy Copeland Chukka $150.00 Rated: 5 stars! Rockport - Total Motion Fusion Desert Boot Rockport Total Motion Fusion Desert Boot $150.00 Rated: 5 stars! Rockport - Total Motion Fusion Desert Boot Rockport Total Motion Fusion Desert Boot $150.00 Rated: 5 stars!
Rockport - Total Motion Fusion Desert Boot Rockport Total Motion Fusion Desert Boot $150.00 Rated: 5 stars! Rockport - Ledge Hill 2 Chukka Boot Rockport Ledge Hill 2 Chukka Boot $149.95 Rated: 4 stars! Rockport - Ledge Hill 2 Chukka Boot Rockport Ledge Hill 2 Chukka Boot $149.95 Rated: 4 stars! Johnston & Murphy - Copeland Chukka Johnston & Murphy Copeland Chukka $145.00 Rated: 5 stars!
Dunham - Johnson Chukka Dunham Johnson Chukka $145.00 Georgia Boot - Chukka Wedge Georgia Boot Chukka Wedge $144.00 Rated: 5 stars! Timberland - Earthkeepers® Stormbuck Duck Chukka Timberland Earthkeepers® Stormbuck Duck Chukka $140.00 Rated: 4 stars! Dr. Martens - Sawyer Desert Boot Dr. Martens Sawyer Desert Boot $140.00 Rated: 5 stars!
Timberland - Earthkeepers® Kempton Chukka Timberland Earthkeepers® Kempton Chukka $140.00 Rated: 5 stars! Dr. Martens - Sawyer Desert Boot Dr. Martens Sawyer Desert Boot $140.00 Rated: 5 stars! Florsheim - Castellano Chukka Boot Florsheim Castellano Chukka Boot $140.00 Rated: 1 stars! Florsheim - Castellano Chukka Boot Florsheim Castellano Chukka Boot $140.00 Rated: 1 stars!
UGG - Neumel UGG Neumel $139.95 Rated: 4 stars! Hush Puppies - Style Chukka PL Hush Puppies Style Chukka PL $139.00 Rated: 4 stars! Hush Puppies - Style Chukka PL Hush Puppies Style Chukka PL $139.00 Rated: 4 stars! Dr. Martens - 1460 W Dr. Martens 1460 W $135.00 Rated: 5 stars!
Dr. Martens - 1460 W Dr. Martens 1460 W $135.00 Rated: 5 stars! Timberland - Earthkeepers® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $130.00 Rated: 5 stars! Timberland - Earthkeepers® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $130.00 Rated: 5 stars! Timberland - Earthkeepers® Brook Park Chukka Timberland Earthkeepers® Brook Park Chukka $130.00 Rated: 5 stars!
The North Face - Ballard II Chukka The North Face Ballard II Chukka $130.00 Rated: 4 stars! The North Face - Ballard II Chukka The North Face Ballard II Chukka $130.00 Rated: 4 stars! Bogs - Eugene Leather Chukka Bogs Eugene Leather Chukka $130.00 Rated: 3 stars! Bogs - Eugene Leather Chukka Bogs Eugene Leather Chukka $130.00 Rated: 3 stars!
Merrell - Ashland Chukka Merrell Ashland Chukka $130.00 Rated: 4 stars! Merrell - Ashland Chukka Merrell Ashland Chukka $130.00 Rated: 4 stars! Merrell - Ashland Chukka Merrell Ashland Chukka $130.00 Rated: 4 stars! Clarks - Desert Boot Clarks Desert Boot $130.00 Rated: 5 stars!

Need Help?

Customer Service Representative

Have size or selection questions? We can help!

Begin Live Chat
Close
Zappos Family Core Value:

10. Be Humble